N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl ester → N-(2-amino-5-fluorophenyl)aminomethanephosphonic acid diethyl ester

HRID 618639Notes

Reaction equation

HRID 618639 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[N+:18]([O-])=O)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)C.[Ni]>[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[NH2:18])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

4

Reactant 1

HCID 17800777N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl ester

Product 1

HCID 15281075N-(2-amino-5-fluorophenyl)aminomethanephosphonic acid diethyl esterYield 92.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

790 mg of N-(2-nitro-5-fluorophenyl)aminomethanephosphonic acid diethyl ester is mixed in 50 ml of ethanol with 2.5 g of Raney nickel and hydrogenated for 2 hours at room temperature under normal hydrogen pressure. After suctioning-off from the catalyst, it is concentrated by evaporation. 660 mg of N-(2-amino-5-fluorophenyl)aminomethanephosphonic acid diethyl ester is obtained.

Workup

  1. concentrationAfter suctioning-off from the catalyst, it is concentrated by evaporation

Sources & evidence

ORD record
ord-812e2a3af9ad4128b1f81d6148c8fdac
Source dataset
uspto-grants-1999_09
Patent number
US05955461

Reaction notes

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